2598+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Greater Antilles

Greater Antilles pickleball Stays, Resort Rentals, & Homes

About Greater Antilles Vacation Rentals

Discover over 2598 amazing vacation rental options in Greater Antilles with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Greater Antilles.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1.82 ft², with prices averaging US $56 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Greater Antilles.

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Top Pickleball-Ready Accommodation Types in Greater Antilles

Type Count
Vacation Homes 1940
Holiday Apartments 238
Villas 34
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Greater Antilles

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Greater Antilles with PickleTrip™.

Weather in Greater Antilles, CU

View the weather forecast for Greater Antilles before booking your Greater Antilles Vacation Rentals to confirm your best time to go.

December - February
High 77°F       Low 63°F
March - May
High 85°F       Low 71°F
June - August
High 90°F       Low 78°F
September - November
High 85°F       Low 74°F

Other Places to Stay in Greater Antilles, CU


Cuba 2,671 Properties
Havana 1,016 Properties
Province of Havana 1,013 Properties
Sancti Spiritus 450 Properties
Pinar del Rio 440 Properties
Vinales 418 Properties
Trinidad 417 Properties
Vinales 408 Properties
Valle de Vinales 408 Properties
Centro Havana 393 Properties
Old Havana 262 Properties
Plaza de la Revolucion 233 Properties

Frequently Asked Questions About Greater Antilles?

What are the top vacation rentals, resorts, and hotels in Greater Antilles with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Greater Antilles. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Greater Antilles!

How many pickleball-ready properties have private pools in Greater Antilles?

Discover 24 accommodations with private or nearby pickleball courts in Greater Antilles. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Greater Antilles is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Greater Antilles? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Greater Antilles?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 2598 properties listed in Greater Antilles in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 2598 Greater Antilles, CU Vacation Rentals

Recently Booked Vacation Rentals in Greater Antilles